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Rare North End Ocean-View Retreat | 5BR Luxury Home with Pool, Elevator, Garage & Off Street Parking Welcome to one of the most exceptional offerings on the north end of Dewey Beach, where modern coastal luxury meets a truly rare combination of ocean views, iconic and one-of-a-kind sightlines down the Dewey strip, and the convenience of paved off-street parking spaces. This newly constructed, fully furnished 5-bedroom, 4 full bathroom (and 2 half bath), 4,155 square-foot residence is thoughtfully designed across three expansive levels, all easily accessed by a private elevator. From the moment you arrive, the home sets itself apart with its scale, craftsmanship, and turnkey convenience. The heart of the home is an open-concept living space designed to maximize natural light and capture sweeping views. Expansive windows and multiple outdoor decks create a seamless indoor-outdoor experience, while high-end finishes and curated furnishings elevate every detail. Step outside to your private pool and custom-built pool bar, complete with dedicated seating and service area, creating the ultimate setting for entertaining. Whether hosting summer gatherings or unwinding after a day at the beach, this outdoor space delivers a true resort-style experience rarely found in Dewey Beach. What truly distinguishes this property is its unique vantage point. Enjoy not only ocean views, but a rare, unobstructed perspective down the Dewey Beach strip, an irreplaceable feature that delivers both energy and exclusivity. Combined with the quiet appeal of the north end location, this home also offers easy access to the town. Additional highlights include: • Five spacious bedrooms ideal for hosting large groups • Private elevator servicing all three floors • Multiple decks capturing ocean breezes and panoramic views • Off-street parking spaces, an exceptional amenity in Dewey Beach • Private garage offering additional storage and convenience • Fully furnished and professionally designed for a true turnkey experience Whether you’re seeking a premier personal retreat or property to lease, this home offers outstanding leasing potential while delivering a luxury lifestyle that is simply unmatched in Dewey Beach. This is a rare opportunity to own a standout property in one of the East Coast’s great beach communities, where location, views, and livability converge.

5 Beds ⋅ 6 Baths

Rare North End Ocean-View Retreat | 5BR Luxury Home with Pool, Elevator, Garage & Off Street Parking Welcome to one of the most exceptional offerings on the north end of Dewey Beach, where modern coastal luxury meets a truly rare combination of ocean views, iconic and one-of-a-kind sightlines down the Dewey strip, and the convenience of paved off-street parking spaces. This newly constructed, fully furnished 5-bedroom, 4 full bathroom (and 2 half bath), 4,155 square-foot residence is thoughtfully designed across three expansive levels, all easily accessed by a private elevator. From the moment you arrive, the home sets itself apart with its scale, craftsmanship, and turnkey convenience. The heart of the home is an open-concept living space designed to maximize natural light and capture sweeping views. Expansive windows and multiple outdoor decks create a seamless indoor-outdoor experience, while high-end finishes and curated furnishings elevate every detail. Step outside to your private pool and custom-built pool bar, complete with dedicated seating and service area, creating the ultimate setting for entertaining. Whether hosting summer gatherings or unwinding after a day at the beach, this outdoor space delivers a true resort-style experience rarely found in Dewey Beach. What truly distinguishes this property is its unique vantage point. Enjoy not only ocean views, but a rare, unobstructed perspective down the Dewey Beach strip, an irreplaceable feature that delivers both energy and exclusivity. Combined with the quiet appeal of the north end location, this home also offers easy access to the town. Additional highlights include: • Five spacious bedrooms ideal for hosting large groups • Private elevator servicing all three floors • Multiple decks capturing ocean breezes and panoramic views • Off-street parking spaces, an exceptional amenity in Dewey Beach • Private garage offering additional storage and convenience • Fully furnished and professionally designed for a true turnkey experience Whether you’re seeking a premier personal retreat or property to lease, this home offers outstanding leasing potential while delivering a luxury lifestyle that is simply unmatched in Dewey Beach. This is a rare opportunity to own a standout property in one of the East Coast’s great beach communities, where location, views, and livability converge.

24 Houston St, Dewey Beach

Listing courtesy of Houwzer LLC-Haddonfield. Contact:

$4,200,000

105 Chicago Street, Dewey Beach, DE Experience exceptional coastal living in this stunning 7-bedroom, 7-bathroom luxury home, ideally located just steps from the beach in the heart of Dewey Beach. Designed for comfort, entertaining, and multi-generational living, this remarkable property offers expansive indoor and outdoor spaces with high-end finishes throughout. The highlight of the home is the spacious rooftop deck, where you can entertain guests, soak up the sun, or simply unwind while enjoying beautiful panoramic beach views. Just minutes from both Dewey Beach and Rehoboth Beach, you'll have easy access to award-winning restaurants, boutique shopping, nightlife, and everything the Delaware beaches have to offer. Inside, you'll find a thoughtfully designed floor plan featuring a gourmet kitchen with premium stainless steel appliances, a second kitchen for added convenience, a butler's pantry, breakfast area, wine storage, wet bar, and generous dining and living spaces. The home also offers an elevator, entry-level bedroom, family room off the kitchen, walk-in closets, upgraded countertops, wood flooring, recessed lighting, intercom, whole-home sound system, and luxurious primary suites with spa-inspired baths, including jetted tubs and oversized stall showers. Three gas fireplaces with elegant glass doors create warm and inviting gathering spaces, while dual laundry areas on both the upper and lower levels provide everyday convenience. Additional premium features include: Energy-efficient appliances and tankless water heater Air filtration system Security system and smoke detectors 36-inch-plus wide hallways and an oversized 84-inch garage door for enhanced accessibility Insulated six-panel doors and energy-efficient double-pane, vinyl-clad windows with screens Ceiling fans, window treatments, and abundant storage throughout The exterior is equally impressive, showcasing extensive hardscaping, professional landscaping with underground irrigation, exterior lighting, floodlights, gutter system, chimney caps, and an outdoor shower—perfect after a day at the beach. Multiple balconies, screened porches, and the expansive rooftop deck provide exceptional outdoor living spaces to enjoy coastal breezes and scenic views. Property Highlights 7 Bedrooms 7 Bathrooms Spacious rooftop deck with beautiful beach views Gourmet kitchen plus second kitchen Elevator 3 Gas fireplaces Wine storage and wet bar Multiple balconies and screened porch Outdoor shower Extensive hardscaping and irrigation system No HOA pool to maintain Prime location near Dewey Beach, Rehoboth Beach, restaurants, shopping, and local attractions This extraordinary beach home combines luxury, functionality, and an unbeatable location, making it an exceptional primary residence, vacation retreat, or investment opportunity.

7 Beds ⋅ 7 Baths

105 Chicago Street, Dewey Beach, DE Experience exceptional coastal living in this stunning 7-bedroom, 7-bathroom luxury home, ideally located just steps from the beach in the heart of Dewey Beach. Designed for comfort, entertaining, and multi-generational living, this remarkable property offers expansive indoor and outdoor spaces with high-end finishes throughout. The highlight of the home is the spacious rooftop deck, where you can entertain guests, soak up the sun, or simply unwind while enjoying beautiful panoramic beach views. Just minutes from both Dewey Beach and Rehoboth Beach, you'll have easy access to award-winning restaurants, boutique shopping, nightlife, and everything the Delaware beaches have to offer. Inside, you'll find a thoughtfully designed floor plan featuring a gourmet kitchen with premium stainless steel appliances, a second kitchen for added convenience, a butler's pantry, breakfast area, wine storage, wet bar, and generous dining and living spaces. The home also offers an elevator, entry-level bedroom, family room off the kitchen, walk-in closets, upgraded countertops, wood flooring, recessed lighting, intercom, whole-home sound system, and luxurious primary suites with spa-inspired baths, including jetted tubs and oversized stall showers. Three gas fireplaces with elegant glass doors create warm and inviting gathering spaces, while dual laundry areas on both the upper and lower levels provide everyday convenience. Additional premium features include: Energy-efficient appliances and tankless water heater Air filtration system Security system and smoke detectors 36-inch-plus wide hallways and an oversized 84-inch garage door for enhanced accessibility Insulated six-panel doors and energy-efficient double-pane, vinyl-clad windows with screens Ceiling fans, window treatments, and abundant storage throughout The exterior is equally impressive, showcasing extensive hardscaping, professional landscaping with underground irrigation, exterior lighting, floodlights, gutter system, chimney caps, and an outdoor shower—perfect after a day at the beach. Multiple balconies, screened porches, and the expansive rooftop deck provide exceptional outdoor living spaces to enjoy coastal breezes and scenic views. Property Highlights 7 Bedrooms 7 Bathrooms Spacious rooftop deck with beautiful beach views Gourmet kitchen plus second kitchen Elevator 3 Gas fireplaces Wine storage and wet bar Multiple balconies and screened porch Outdoor shower Extensive hardscaping and irrigation system No HOA pool to maintain Prime location near Dewey Beach, Rehoboth Beach, restaurants, shopping, and local attractions This extraordinary beach home combines luxury, functionality, and an unbeatable location, making it an exceptional primary residence, vacation retreat, or investment opportunity.

105 Chicago St, Dewey Beach

Listing courtesy of Mann & Sons, Inc.. Contact:

$2,950,000

INVESTOR ALERT | Extraordinary Coastal Retreat with Exceptional Rental Performance! Welcome to 14 Swedes Street, a seven-bedroom, six-bathroom coastal retreat just steps from the Atlantic Ocean in the heart of Dewey Beach. Combining luxurious coastal living, remarkable privacy, and an established, turnkey vacation rental business, this property presents the opportunity to acquire a proven income-producing destination with an established clientele and valuable pipeline of future reservations. Generating an impressive $280,000 in actual gross rental revenue in 2026, with $224,000 already booked for 2027 and the potential to exceed $300,000 annually, 14 Swedes stands apart as a compelling coastal investment. An established rental history, loyal repeat guests, and substantial advance bookings provide a prospective purchaser the opportunity to continue a successful vacation rental operation rather than build one from the ground up. Extensively expanded and thoughtfully renovated, this beautifully appointed residence was designed for exceptional beach living and effortless entertaining. A substantial 2022 expansion introduced a spacious first-floor great room and an entirely new second-floor addition featuring two king-bedroom suites with private baths, an additional living room, a full hallway bath, and an expansive 20-by-25-foot rooftop deck offering views of the Atlantic Ocean. This outdoor space provides the perfect setting for morning coffee, afternoon cocktails, and evening gatherings beneath the coastal sky. The home's three distinct living areas provide exceptional flexibility for extended families and larger groups, offering generous space to gather or retreat in privacy—a feature consistently appreciated by returning guests. The beautifully updated kitchen is a showpiece, featuring quartz and butcher block countertops, an expansive center island, new cabinetry, generous pantry storage, a beverage refrigerator, and a newly installed 48-inch built-in professional refrigerator. Updated flooring complements the home's inviting, thoughtfully furnished interiors, while multiple living and entertaining spaces comfortably accommodate extended families and vacationing guests. Meticulously maintained and beautifully appointed, this exceptional residence defies expectations of a vacation rental, showcasing impeccable interiors, sophisticated coastal décor, and more than $50,000 in enhancements completed in 2026. Perhaps the property's most extraordinary feature is its remarkably private outdoor oasis. The heated swimming pool and surrounding entertaining areas are bordered by single-story neighboring residences, creating an intimate, secluded setting rarely found this close to the ocean. Without towering neighboring homes overlooking the pool and patio, this exceptional outdoor retreat offers a level of privacy increasingly difficult to find in the densely developed beach communities of Rehoboth and Dewey. And with the beach just a one-minute stroll away, the Atlantic Ocean becomes an effortless extension of the property. Beyond its exceptional accommodations and coveted ocean-block location, 14 Swedes offers something increasingly valuable to investors: an established rental business with demonstrated financial performance, substantial forward reservations, repeat-guest relationships, and meaningful potential for continued revenue growth. Its seven-bedroom configuration, private heated pool, ocean views, and extensive amenities have helped establish the property as a sought-after luxury vacation destination. Offered as a beautifully furnished, turnkey coastal retreat, 14 Swedes presents an exceptional opportunity to enjoy the best of Dewey Beach while benefiting from an established income stream and an existing book of rental business, subject to the transfer of applicable reservations and operating arrangements. An extraordinary coastal retreat. A proven rental performer. An investment opportunity in a class of its own.

7 Beds ⋅ 7 Baths

INVESTOR ALERT | Extraordinary Coastal Retreat with Exceptional Rental Performance! Welcome to 14 Swedes Street, a seven-bedroom, six-bathroom coastal retreat just steps from the Atlantic Ocean in the heart of Dewey Beach. Combining luxurious coastal living, remarkable privacy, and an established, turnkey vacation rental business, this property presents the opportunity to acquire a proven income-producing destination with an established clientele and valuable pipeline of future reservations. Generating an impressive $280,000 in actual gross rental revenue in 2026, with $224,000 already booked for 2027 and the potential to exceed $300,000 annually, 14 Swedes stands apart as a compelling coastal investment. An established rental history, loyal repeat guests, and substantial advance bookings provide a prospective purchaser the opportunity to continue a successful vacation rental operation rather than build one from the ground up. Extensively expanded and thoughtfully renovated, this beautifully appointed residence was designed for exceptional beach living and effortless entertaining. A substantial 2022 expansion introduced a spacious first-floor great room and an entirely new second-floor addition featuring two king-bedroom suites with private baths, an additional living room, a full hallway bath, and an expansive 20-by-25-foot rooftop deck offering views of the Atlantic Ocean. This outdoor space provides the perfect setting for morning coffee, afternoon cocktails, and evening gatherings beneath the coastal sky. The home's three distinct living areas provide exceptional flexibility for extended families and larger groups, offering generous space to gather or retreat in privacy—a feature consistently appreciated by returning guests. The beautifully updated kitchen is a showpiece, featuring quartz and butcher block countertops, an expansive center island, new cabinetry, generous pantry storage, a beverage refrigerator, and a newly installed 48-inch built-in professional refrigerator. Updated flooring complements the home's inviting, thoughtfully furnished interiors, while multiple living and entertaining spaces comfortably accommodate extended families and vacationing guests. Meticulously maintained and beautifully appointed, this exceptional residence defies expectations of a vacation rental, showcasing impeccable interiors, sophisticated coastal décor, and more than $50,000 in enhancements completed in 2026. Perhaps the property's most extraordinary feature is its remarkably private outdoor oasis. The heated swimming pool and surrounding entertaining areas are bordered by single-story neighboring residences, creating an intimate, secluded setting rarely found this close to the ocean. Without towering neighboring homes overlooking the pool and patio, this exceptional outdoor retreat offers a level of privacy increasingly difficult to find in the densely developed beach communities of Rehoboth and Dewey. And with the beach just a one-minute stroll away, the Atlantic Ocean becomes an effortless extension of the property. Beyond its exceptional accommodations and coveted ocean-block location, 14 Swedes offers something increasingly valuable to investors: an established rental business with demonstrated financial performance, substantial forward reservations, repeat-guest relationships, and meaningful potential for continued revenue growth. Its seven-bedroom configuration, private heated pool, ocean views, and extensive amenities have helped establish the property as a sought-after luxury vacation destination. Offered as a beautifully furnished, turnkey coastal retreat, 14 Swedes presents an exceptional opportunity to enjoy the best of Dewey Beach while benefiting from an established income stream and an existing book of rental business, subject to the transfer of applicable reservations and operating arrangements. An extraordinary coastal retreat. A proven rental performer. An investment opportunity in a class of its own.

14 Swedes St, Dewey Beach

Listing courtesy of Monument Sotheby's International Realty. Contact:

$1,695,000

Welcome to 25 New Orleans Street, a wonderful opportunity to enjoy everything that makes Dewey Beach so special. Just a short walk from the ocean, this charming fee-simple coastal home offers five bedrooms, two and a half bathrooms, an updated kitchen, and inviting living and dining spaces with plenty of room for family and friends. The spacious screened porch is the perfect spot to enjoy your morning coffee, unwind after a day at the beach, or gather for dinner on a warm summer evening. Outside, you’ll find a private patio, an outdoor shower to rinse off after a day in the sand, and a driveway with parking for four vehicles, a welcome convenience in Dewey Beach. The location truly captures the best of Dewey Beach. Spend your days on the sand, enjoy an afternoon on Rehoboth Bay, or take a short stroll to some of the area’s favorite restaurants, shops, and entertainment. Downtown Rehoboth Beach, with its boardwalk, restaurants, and tax-free shopping, is just a quick bike ride or Jolly Trolley trip away. Whether you’re looking for a summer getaway, an investment property, or a place to enjoy the coast throughout the year, 25 New Orleans Street has so much to offer. With its comfortable living spaces, private outdoor areas, generous parking, and wonderful location, it’s the kind of place where you can settle in, slow down, and make memories for years to come.

5 Beds ⋅ 3 Baths

Welcome to 25 New Orleans Street, a wonderful opportunity to enjoy everything that makes Dewey Beach so special. Just a short walk from the ocean, this charming fee-simple coastal home offers five bedrooms, two and a half bathrooms, an updated kitchen, and inviting living and dining spaces with plenty of room for family and friends. The spacious screened porch is the perfect spot to enjoy your morning coffee, unwind after a day at the beach, or gather for dinner on a warm summer evening. Outside, you’ll find a private patio, an outdoor shower to rinse off after a day in the sand, and a driveway with parking for four vehicles, a welcome convenience in Dewey Beach. The location truly captures the best of Dewey Beach. Spend your days on the sand, enjoy an afternoon on Rehoboth Bay, or take a short stroll to some of the area’s favorite restaurants, shops, and entertainment. Downtown Rehoboth Beach, with its boardwalk, restaurants, and tax-free shopping, is just a quick bike ride or Jolly Trolley trip away. Whether you’re looking for a summer getaway, an investment property, or a place to enjoy the coast throughout the year, 25 New Orleans Street has so much to offer. With its comfortable living spaces, private outdoor areas, generous parking, and wonderful location, it’s the kind of place where you can settle in, slow down, and make memories for years to come.

25 New Orleans St, Dewey Beach

Listing courtesy of REHOBOTH BAY REALTY, CO.. Contact:

$1,475,000

BEACH-BLOCK. CORNER LOT. CLASSIC DEWEY COTTAGE. 💙🌊 Rarely does a property check this many coveted boxes! This charming 3-bedroom, 1.5-bath Rehoboth By The Sea cottage, offered fully furnished with proven rental income, sits on a corner lot on one of Dewey Beach’s most sought-after quiet streets—just steps from the ocean and perfectly positioned between the laid-back energy of Dewey and the timeless charm of Rehoboth Beach. Keep the classic coastal cottage and its nostalgic charm, or build new and create your dream beach house—either way, you’re buying an extraordinary location. Welcome to this charming 3-bedroom, 1.5-bath Rehoboth By The Sea coastal cottage, beautifully dressed in that unmistakable coastal blue that instantly says beach house. Offered fully furnished, this classic cottage is ready for you to enjoy from day one, whether you're looking for your own seaside escape, a proven rental investment, or the perfect place to create generations of beach memories. And the location? Absolutely exceptional. Tucked away on one of Dewey Beach’s most coveted and peaceful streets, this beach-block corner-lot property puts you remarkably close to everything that makes the coast so special. Walk to the beach, stroll to Dewey’s restaurants, shops and nightlife, then enjoy the incredible convenience of being just minutes from the charm, dining, shopping and boardwalk of Rehoboth Beach. It’s the best of both worlds—and truly hard to beat. Inside, the cottage delivers the character and nostalgia that make classic beach homes so irresistible. Think relaxed coastal days, sandy feet, bikes out front, morning coffee after a walk to the ocean, and evenings filled with salty breezes and unforgettable memories. Keep the nostalgia. Enjoy this beloved beach cottage exactly as it is and continue its rental success. Or dream bigger. With its exceptional corner-lot setting and highly desirable location, this property offers an incredible opportunity to build new and create the coastal retreat you've always envisioned. Either way, the location is the prize. Whether you're searching for a turn-key beach retreat, income-producing investment, or an exceptional site for your future dream home, this is a rare opportunity to own a piece of the quintessential Dewey Beach lifestyle. Come see why this special beach cottage—and its extraordinary location—are worth a closer look. Properties this close to the beach, on a street this desirable, simply don't come along often. Make your move and start making memories at the beach!

3 Beds ⋅ 2 Baths

BEACH-BLOCK. CORNER LOT. CLASSIC DEWEY COTTAGE. 💙🌊 Rarely does a property check this many coveted boxes! This charming 3-bedroom, 1.5-bath Rehoboth By The Sea cottage, offered fully furnished with proven rental income, sits on a corner lot on one of Dewey Beach’s most sought-after quiet streets—just steps from the ocean and perfectly positioned between the laid-back energy of Dewey and the timeless charm of Rehoboth Beach. Keep the classic coastal cottage and its nostalgic charm, or build new and create your dream beach house—either way, you’re buying an extraordinary location. Welcome to this charming 3-bedroom, 1.5-bath Rehoboth By The Sea coastal cottage, beautifully dressed in that unmistakable coastal blue that instantly says beach house. Offered fully furnished, this classic cottage is ready for you to enjoy from day one, whether you're looking for your own seaside escape, a proven rental investment, or the perfect place to create generations of beach memories. And the location? Absolutely exceptional. Tucked away on one of Dewey Beach’s most coveted and peaceful streets, this beach-block corner-lot property puts you remarkably close to everything that makes the coast so special. Walk to the beach, stroll to Dewey’s restaurants, shops and nightlife, then enjoy the incredible convenience of being just minutes from the charm, dining, shopping and boardwalk of Rehoboth Beach. It’s the best of both worlds—and truly hard to beat. Inside, the cottage delivers the character and nostalgia that make classic beach homes so irresistible. Think relaxed coastal days, sandy feet, bikes out front, morning coffee after a walk to the ocean, and evenings filled with salty breezes and unforgettable memories. Keep the nostalgia. Enjoy this beloved beach cottage exactly as it is and continue its rental success. Or dream bigger. With its exceptional corner-lot setting and highly desirable location, this property offers an incredible opportunity to build new and create the coastal retreat you've always envisioned. Either way, the location is the prize. Whether you're searching for a turn-key beach retreat, income-producing investment, or an exceptional site for your future dream home, this is a rare opportunity to own a piece of the quintessential Dewey Beach lifestyle. Come see why this special beach cottage—and its extraordinary location—are worth a closer look. Properties this close to the beach, on a street this desirable, simply don't come along often. Make your move and start making memories at the beach!

24 West St, Dewey Beach

Listing courtesy of Jack Lingo - Rehoboth. Contact:

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